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Contributions to the Chemistry of Boron, 231 . Synthesis and Structures of Borylated Hydrazines
Author(s) -
Hommer Herbert,
Nöth Heinrich,
Sachdev Hermann,
Schmidt Martin,
Schwenk Holger
Publication year - 1995
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19951281209
Subject(s) - chemistry , diborane , substituent , derivative (finance) , boron , medicinal chemistry , crystal structure , stereochemistry , solid state , molecule , crystallography , organic chemistry , financial economics , economics
The diboration of the diazene PhN = NSiMe 3 ( 15 ) by diborane( 4 ) derivatives provides a new synthetic route to N,N' ‐diborylated hydrazines. The product formed depends on the type of the diborane( 4 ) compound. Thus, addition of dimesityldiboron dichloride to 15 in a 1:1 ratio afforded (mesCIB)PhN‐N(SiMe 3 )(BClmes) ( 16 ) while bis(dimethyl‐amino)diboron dichloride was found to react in a 1:2 ratio to give a triazadiborolidine derivative 17 . In addition, it was demonstrated that in the solid state Me 2 N–N(BPh 2 ) 2 ( 8 ) is a derivative of a three‐membered dihydroazadiboriridine C while its isomer, (Ph 2 B)MeN–NMe(BPh 2 ) ( 7 ), forms no BN coordinative bond. The new 3,6‐difluoro‐1,2,4,5‐tetraza‐3,6‐diborine 13 shows a twist conformation. The molecular structures of all these compounds were determined by X‐ray crystal structure analysis, and the influence of the B substituent on the conformation is discussed.